On Oct. 30, Stephen Colbert will host his March to Keep Fear Alive in connection with Jon Stewart's Rally to Restore Sanity in Washington, D.C. TIME takes a look at the best moments from the short career of Comedy Central's most famous fake pundit.

Colbert and the Olympics

By Joseph LinThursday, Oct. 28, 2010

Colbert called upon his fan base, known as the Colbert Nation, to help fund the cash-strapped Olympic U.S. speedskating team in November 2009 after their primary sponsor, a Dutch bank, went bankrupt. "We must ensure that it is America's 38-inch thighs on that medal platform," quipped Colbert in a press release. He even went so far as to appear on the cover of Sports Illustrated the following month wearing a very tight speedskating uniform. The Nation responded and helped raise $300,000 for the team. Colbert was subsequently invited to join the team at the Vancouver Winter Olympics as its assistant sports psychologist.